Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms
Autor(a) principal: | |
---|---|
Data de Publicação: | 2018 |
Outros Autores: | , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.3390/molecules23030700 http://hdl.handle.net/11449/179696 |
Resumo: | Triterpenes are interesting compounds because they play an important role in cell homeostasis and a wide variety exhibiting defense functions is produced by plant secondary metabolism. Those same plant secondary metabolites also exhibit biological properties with promising therapeutic potential as anti-inflammatory and antitumor agents. Friedelin is a triterpene ketone with anti-inflammatory and gastroprotective activities and it is a precursor of relevant antitumor quinonemethides. Although many triterpene synthases have been described, only two friedelin synthases were characterized and there is no information about their genomic features and alleles. In the present work, we aimed to identify the gene and new isoforms of friedelin synthase in Maytenus ilicifolia leaves to be functionally characterized in Saccharomyces cerevisiae. The gene sequence analysis elucidated the exon/intron structure and confirmed the presence of single nucleotide polymorphisms with four non-synonymous mutations outside the active site of the enzyme. Therefore, two new isoforms were observed and the heterologous production of the enzymes in yeast showed similar production of friedelin. This first description of different alleles of the gene of friedelin synthase in M. ilicifolia can guide their validation as markers for friedelin-producer specimens. |
id |
UNSP_c2faf63ccc2e4bf3d7a3c732a97f6f22 |
---|---|
oai_identifier_str |
oai:repositorio.unesp.br:11449/179696 |
network_acronym_str |
UNSP |
network_name_str |
Repositório Institucional da UNESP |
repository_id_str |
2946 |
spelling |
Friedelin in maytenus ilicifolia is produced by friedelin synthase isoformsHeterologous expressionMaytenus ilicifoliaOxidosqualene cyclasePolymorphismSaccharomyces cereivisiaeTriterpeneTriterpenes are interesting compounds because they play an important role in cell homeostasis and a wide variety exhibiting defense functions is produced by plant secondary metabolism. Those same plant secondary metabolites also exhibit biological properties with promising therapeutic potential as anti-inflammatory and antitumor agents. Friedelin is a triterpene ketone with anti-inflammatory and gastroprotective activities and it is a precursor of relevant antitumor quinonemethides. Although many triterpene synthases have been described, only two friedelin synthases were characterized and there is no information about their genomic features and alleles. In the present work, we aimed to identify the gene and new isoforms of friedelin synthase in Maytenus ilicifolia leaves to be functionally characterized in Saccharomyces cerevisiae. The gene sequence analysis elucidated the exon/intron structure and confirmed the presence of single nucleotide polymorphisms with four non-synonymous mutations outside the active site of the enzyme. Therefore, two new isoforms were observed and the heterologous production of the enzymes in yeast showed similar production of friedelin. This first description of different alleles of the gene of friedelin synthase in M. ilicifolia can guide their validation as markers for friedelin-producer specimens.Instituto de Química Univ. Estadual Paulista-UNESP, Rua Prof. Francisco Degni, 55Faculdade de Ciências Farmacêuticas Univ. Estadual Paulista-UNESP, Rod. Araraquara-Jaú km 1Instituto de Química Univ. Estadual Paulista-UNESP, Rua Prof. Francisco Degni, 55Faculdade de Ciências Farmacêuticas Univ. Estadual Paulista-UNESP, Rod. Araraquara-Jaú km 1Universidade Estadual Paulista (Unesp)Alves, Thaís B. [UNESP]Souza-Moreira, Tatiana M. [UNESP]Valentini, Sandro R. [UNESP]Zanelli, Cleslei F. [UNESP]Furlan, Maysa [UNESP]2018-12-11T17:36:24Z2018-12-11T17:36:24Z2018-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://dx.doi.org/10.3390/molecules23030700Molecules, v. 23, n. 3, 2018.1420-3049http://hdl.handle.net/11449/17969610.3390/molecules230307002-s2.0-850443371682-s2.0-85044337168.pdf130804279478687215256654089001950000-0001-7831-1149Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMolecules0,855info:eu-repo/semantics/openAccess2024-01-13T06:31:43Zoai:repositorio.unesp.br:11449/179696Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T22:49:35.532740Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms |
title |
Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms |
spellingShingle |
Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms Alves, Thaís B. [UNESP] Heterologous expression Maytenus ilicifolia Oxidosqualene cyclase Polymorphism Saccharomyces cereivisiae Triterpene |
title_short |
Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms |
title_full |
Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms |
title_fullStr |
Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms |
title_full_unstemmed |
Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms |
title_sort |
Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms |
author |
Alves, Thaís B. [UNESP] |
author_facet |
Alves, Thaís B. [UNESP] Souza-Moreira, Tatiana M. [UNESP] Valentini, Sandro R. [UNESP] Zanelli, Cleslei F. [UNESP] Furlan, Maysa [UNESP] |
author_role |
author |
author2 |
Souza-Moreira, Tatiana M. [UNESP] Valentini, Sandro R. [UNESP] Zanelli, Cleslei F. [UNESP] Furlan, Maysa [UNESP] |
author2_role |
author author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) |
dc.contributor.author.fl_str_mv |
Alves, Thaís B. [UNESP] Souza-Moreira, Tatiana M. [UNESP] Valentini, Sandro R. [UNESP] Zanelli, Cleslei F. [UNESP] Furlan, Maysa [UNESP] |
dc.subject.por.fl_str_mv |
Heterologous expression Maytenus ilicifolia Oxidosqualene cyclase Polymorphism Saccharomyces cereivisiae Triterpene |
topic |
Heterologous expression Maytenus ilicifolia Oxidosqualene cyclase Polymorphism Saccharomyces cereivisiae Triterpene |
description |
Triterpenes are interesting compounds because they play an important role in cell homeostasis and a wide variety exhibiting defense functions is produced by plant secondary metabolism. Those same plant secondary metabolites also exhibit biological properties with promising therapeutic potential as anti-inflammatory and antitumor agents. Friedelin is a triterpene ketone with anti-inflammatory and gastroprotective activities and it is a precursor of relevant antitumor quinonemethides. Although many triterpene synthases have been described, only two friedelin synthases were characterized and there is no information about their genomic features and alleles. In the present work, we aimed to identify the gene and new isoforms of friedelin synthase in Maytenus ilicifolia leaves to be functionally characterized in Saccharomyces cerevisiae. The gene sequence analysis elucidated the exon/intron structure and confirmed the presence of single nucleotide polymorphisms with four non-synonymous mutations outside the active site of the enzyme. Therefore, two new isoforms were observed and the heterologous production of the enzymes in yeast showed similar production of friedelin. This first description of different alleles of the gene of friedelin synthase in M. ilicifolia can guide their validation as markers for friedelin-producer specimens. |
publishDate |
2018 |
dc.date.none.fl_str_mv |
2018-12-11T17:36:24Z 2018-12-11T17:36:24Z 2018-01-01 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.3390/molecules23030700 Molecules, v. 23, n. 3, 2018. 1420-3049 http://hdl.handle.net/11449/179696 10.3390/molecules23030700 2-s2.0-85044337168 2-s2.0-85044337168.pdf 1308042794786872 1525665408900195 0000-0001-7831-1149 |
url |
http://dx.doi.org/10.3390/molecules23030700 http://hdl.handle.net/11449/179696 |
identifier_str_mv |
Molecules, v. 23, n. 3, 2018. 1420-3049 10.3390/molecules23030700 2-s2.0-85044337168 2-s2.0-85044337168.pdf 1308042794786872 1525665408900195 0000-0001-7831-1149 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Molecules 0,855 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808129466359087104 |